Isopropylamine → HCID 53722363, compound

Participants

Reaction Conditions

Reaction Steps

A solution of thiophenol (2.9 ml, 0.0285 mole) and triethylamine (3.97 ml) in 50 ml. of ether was added to a solution of ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (9.9 g, 0.03 mole) in 150 ml. of ether at 0° C. After three hours, the solution was filtered and the cooled (0° C.) filtrate was treated with a solution of isopropylamine (4.85 ml, 0.057 mole) in 50 ml. of ether. After stirring overnight, the solution was filtered, washed with 1.5% aqueous hydrochloric acid, 1.5% ammonium hydroxide and saturated aqueous sodium chloride. Concentration in vacuo afforded an oil which was chromatographed on silica gel eluting with ethyl acetate-cyclohexane (1:1) to yield ethyl N-trifluoroacetyl-N-(phenylthio(isopropylamino)phosphonomethyl)glycinate (1.75 g) as a white solid, m.p. 102°-103° C.

Provenance & Evidence